Optimized synthesis of fluorinated dithienyl-diketopyrrolopyrroles and new copolymers obtained via direct heteroarylation polymerization,Materials Chemistry Frontiers

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Optimized synthesis of fluorinated dithienyl-diketopyrrolopyrroles and new copolymers obtained via direct heteroarylation polymerization
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2020-05-21 , DOI: 10.1039/d0qm00218f
Marius Mamone _{1,

2,

3,

4,

5} , Thomas Bura _{1,

2,

3,

4,

5} , Samuel Brassard _{1,

2,

3,

4,

5} , Eliane Soligo _{1,

2,

3,

4,

5} , Keqiang He _{5,

6,

7,

8} , Yuning Li _{5,

6,

7,

8} , Mario Leclerc _{1,

2,

3,

4,

5}

Affiliation

Diketopyrrolopyrrole-based (DPP-based) polymers are a very important class of materials for both organic solar cells (OSCs) and organic field-effect transistors (OFETs). Here we report an optimised synthesis of fluorinated dithienyl-diketopyrrolopyrrole (fDT-DPP) and three new highly fluorinated fDT-DPP-based materials obtained from direct heteroarylation polymerization (DHAP). This study confirms the properties of the fluorine atom in a polymer, activation of the α-position hydrogen on thiophene moieties, decreasing HOMO and LUMO energy, lower bandgaps and modification of the solubility and morphology of the materials.

中文翻译：

氟化二噻吩基-二酮吡咯并吡咯和通过直接杂芳基聚合制得的新共聚物的优化合成

基于二酮吡咯并吡咯（DPP）的聚合物是有机太阳能电池（OSC）和有机场效应晶体管（OFET）的一类非常重要的材料。在这里，我们报告了氟化二噻吩基-二酮基吡咯并吡咯（fDT-DPP）和从直接杂芳基聚合（DHAP）获得的三种新的高度氟化的基于fDT-DPP的材料的优化合成。这项研究证实了聚合物中氟原子的特性，噻吩部分上α位氢的活化，降低了HOMO和LUMO能量，降低了带隙并改变了材料的溶解度和形态。

更新日期：2020-07-02

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